CN101965422A - The copolyether polyamide - Google Patents
The copolyether polyamide Download PDFInfo
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- CN101965422A CN101965422A CN2008801278905A CN200880127890A CN101965422A CN 101965422 A CN101965422 A CN 101965422A CN 2008801278905 A CN2008801278905 A CN 2008801278905A CN 200880127890 A CN200880127890 A CN 200880127890A CN 101965422 A CN101965422 A CN 101965422A
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/59—Polyamides; Polyimides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
- C09D177/06—Polyamides derived from polyamines and polycarboxylic acids
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/125—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyamides
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60R—VEHICLES, VEHICLE FITTINGS, OR VEHICLE PARTS, NOT OTHERWISE PROVIDED FOR
- B60R21/00—Arrangements or fittings on vehicles for protecting or preventing injuries to occupants or pedestrians in case of accidents or other traffic risks
- B60R21/02—Occupant safety arrangements or fittings, e.g. crash pads
- B60R21/16—Inflatable occupant restraints or confinements designed to inflate upon impact or impending impact, e.g. air bags
- B60R21/23—Inflatable members
- B60R21/235—Inflatable members characterised by their material
- B60R2021/23504—Inflatable members characterised by their material characterised by material
- B60R2021/23509—Fabric
- B60R2021/23514—Fabric coated fabric
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
- C08J2377/06—Polyamides derived from polyamines and polycarboxylic acids
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2139—Coating or impregnation specified as porous or permeable to a specific substance [e.g., water vapor, air, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
- Y10T442/277—Coated or impregnated cellulosic fiber fabric
- Y10T442/2811—Coating or impregnation contains polyimide or polyamide
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Air Bags (AREA)
- Polyamides (AREA)
Abstract
The present invention relates to a kind of slippage impedance that improves braided fabric, the resin of tearing strength, be particularly related to that the slippage impedance that produces for the expansion performance that makes the air bag that influences one of auto-safety mechanism and tearing strength further improve than conventional art, the copolyether polyamide that is used on braided fabric coating or impregnation, it is characterized in that, it is by soft segment and hard fragment be combined into, described soft segment comprises the polyethers polyamide that is made of polyether diamine compound and dicarboxylic acid compound, described hard fragment comprises the polyamide that is made of amino carboxylic acid compounds and/or lactam compound, and the percentage elongation of this copolyether polyamide is more than 1000%, and elastic modelling quantity is below the 15MPa.
Description
Technical field
The present invention relates to a kind of slippage impedance of braided fabric, resin of tearing strength of improving, particularly be used for making that the slippage impedance of expansion performance of the air bag that influences one of auto-safety mechanism and tearing strength further improve than conventional art, as to be used on braided fabric coating or impregnation copolyether polyamide.
Background technology
When using fabric etc., for the fabric of low cover factor, exist fiber to become and be easy to burst forth, the operation variation such as perhaps is easy to tear at problem on the performance.In addition, in the fabric of high coverage coefficient, fiber constraint each other improves, the problem that exists tearing strength to reduce.Particularly in recent years; as one of automotive safety parts and the air bag that the installation rate improves rapidly; when automobile crashes; sensor is perceived impact; from expander, produce the gas of high temperature, high pressure; by this gas air bag is launched suddenly, thereby when collision course flies out, protect, prevent that particularly head impact is at steering wheel, windshield, automobile door glass etc. at the health of driver or co-driver.At present, owing to heat resistance, air cut off property (low air permeability), the high such reason of anti-flammability, air bag can use elastomeric coated fabrics such as coating chlorobutadiene, chlorosulfonation alkene, silicone.
Yet for being coated with these elastomeric fabrics, owing to the weight increase of fabric, and flexibility can't be satisfactory, and manufacturing cost is also high, therefore, many troubles is arranged when using with fabric as air bag.In addition, for slip resistance the demand of improving in order to make its reduction is arranged also.
Be known that all the time the coating coating weight that changes fabric improves (for example, with reference to patent documentation 1).Yet, not about the record of airbag deployment performance etc., need to improve in the patent documentation 1.
Patent documentation 1: Japanese kokai publication hei 5-16753 communique
On the other hand, in use outstanding aspect light weight, good the taking in property the unreal non-coating air bag that applies cloth become main flow gradually (for example, with reference to patent documentation 2 with the non-coating air bag of fabric.)。But, need the more expansion performance of high speed like that with in the near air bag of occupant's distance at the side air bag, therefore, requirement can tolerate the air bag fabric of high pressure expander.
Patent documentation 2: Japanese kokai publication hei 4-281062 communique
Now, as the light weight of the characteristic of both keeping non-coated textiles, good taking in property, the air bag fabric that slip resistance is high again, the impregnation that has proposed in the synthetic resin dilution is handled (for example, with reference to patent documentation 3.)。But it can not satisfy tearing strength fully.
Patent documentation 3: Japanese kokai publication hei 11-222776 communique
In order to improve slippage resistance value and tear strength values simultaneously, proposed the prescription of coating thermoplastic synthetic resin, but slippage resistance value and tear strength values need also further the improvement (for example, with reference to patent documentation 4.)。
Patent documentation 4: TOHKEMY 2007-327162 communique
Summary of the invention
Problem of the present invention is, providing a kind of is used to improve fabric or compiles the slippage impedance of thing and the resin of tearing strength, particularly, provide that a kind of slippage impedance of the expansion performance that is used for making the air bag that influences one of auto-safety mechanism and tearing strength further improve than conventional art, be used for the copolyether polyamide of on braided fabric coating or impregnation.
Promptly the present invention includes following formation.
[1] a kind of copolyether polyamide that is used on braided fabric coating or impregnation is characterized in that the percentage elongation of copolyether polyamide is more than 1000%, and elastic modelling quantity is below the 15MPa.
[2] according to above-mentioned [1] described on braided fabric the coating or the copolyether polyamide of impregnation, it is characterized in that above-mentioned copolyether polyamide is by soft segment and hard fragment be combined into,
Described soft segment comprises the polyethers polyamide that the dicarboxylic acid compound by the polyether diamine compound of following (Chemical formula 1) expression and following (Chemical formula 2) expression constitutes, and described hard fragment comprises the polyamide that the lactam compound by the amino carboxylic acid compounds of following (chemical formula 3) expression and/or following (chemical formula 4) expression constitutes.
[wherein, R represents the alkylidene of the straight or branched of carbon number 2~3, and n represents 13~26 numerical value]
HOOC---R
1---COOH (Chemical formula 2)
[wherein, R
1Expression comprises the connecting group of hydrocarbon chain]
H
2N-R
2---COOH (chemical formula 3)
[wherein, R
2Expression comprises the connecting group of hydrocarbon chain]
[wherein, R
3Expression comprises the connecting group of hydrocarbon chain]
[3] according to [2] the described copolyether polyamide that is used on braided fabric coating or impregnation, wherein, the polyether diamine compound of above-mentioned (Chemical formula 1) is following (chemical formula 5) represented polyether diamine compound, the number-average molecular weight of this polyether diamine compound is 700~1200, the amount of employed soft segment is 70~85 quality % with respect to this copolyether polyamide total amount, and the reduced viscosity of this copolyether polyamide is more than 1.3.
(chemical formula 5)
[wherein, y represents 9.2~19.4 numerical value, (x+z) numerical value of expression 3.8~6.0]
[4] according to [2] or [3] the described copolyether polyamide that is used on braided fabric coating or impregnation, wherein, the dicarboxylic acid compound of above-mentioned (Chemical formula 2) is aliphatic dicarboxylic acid or alicyclic dicarboxylic acid.
[5] according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in [2]~[4] each, wherein, the R of above-mentioned (Chemical formula 2)
1The alkylidene of expression carbon number 1~20.
[6] according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in [2]~[5] each, wherein, the R of above-mentioned (chemical formula 3)
2The alkylidene of expression carbon number 2~20.
[7] according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in [2]~[6] each, wherein, the R of above-mentioned (chemical formula 4)
3The alkylidene of expression carbon number 3~20.
[8] a kind of air bag base cloth, each in its use [1]~[7] be described to be used for the copolyether polyamide of on braided fabric coating or impregnation as the smears.
[9] a kind of air bag, each in its use [1]~[7] be described to be used for the copolyether polyamide of on braided fabric coating or impregnation as sealant.
[10] a kind of air bag, each in its use [1]~[7] be described to be used for the copolyether polyamide of on braided fabric coating or impregnation as bonding agent.
Provide a kind of among the present invention and be used for improving fabric or compile the slippage impedance of thing and the resin of tearing strength, particularly provide a kind of be used for respect to conventional art further improve the slippage impedance of expansion performance of the air bag that influence one of auto-safety mechanism and tearing strength, be used on braided fabric, being coated with or the copolyether polyamide of impregnation.
The specific embodiment
For the fabric of coating copolyether polyamide of the present invention on single face at least, in the present invention, preferably by the giving of this copolyether polyamide, the slippage resistance value and the tear strength values of fabric all reach more than 1.8 times.More preferably reach more than 1.9 times, further preferred more than 2.0 times.As the upper limit, there is no particular limitation, but consider to make in common base cloth and wait operation afterwards, is preferably below 5.0 times, more preferably below 3.0 times.In known method, under the situation of the resin that reduces interfibrous friction impedance, tearing strength improves and the slippage resistance value descends, and under the situation of the resin that improves interfibrous friction impedance, the slippage resistance value improves and tearing strength descends.Therefore, when making air bag, because the decline of slippage resistance value, the stitch dislocation of making part becomes big, can cause the high-temperature gas and outside heat exchange that produces from expander in this part, becomes the reason of explosion when reducing the resin of friction impedance.On the other hand, when improving the resin of friction impedance,, also can propagate fracture owing to tearing strength is low, become the reason of breaking in small stitch dislocation.Following discovery is arranged in the present invention, for the fabric that on single face at least, is coated with copolyether polyamide of the present invention, by giving this copolyether polyamide, the slippage resistance value and the tear strength values of making fabric have all reached the fabric more than 1.8 times with respect to the fabric before the coating, therefore in the expander of height output, can not produce yet and break, become suitable air bag.
At least the venting quality under 100kPa pressure reduction that is coated with the fabric of copolyether polyamide of the present invention on the single face is preferably 1.0L/cm
2Below/the min.When the expansion of common air bag, can apply the power of 30~50kPa, but further also have the influence of the heat that the gunpowder of expander produces, when therefore fabric being measured under standard state, the venting quality of discussing under 100kPa pressure reduction is suitable.Be preferably 0.5L/cm
2Below/the min, more preferably 0.1L/cm
2Below/the min.Venting quality under the 100kPa pressure reduction compares 1.0L/cm
2When/min was high, the occupant restraint performance that can not satisfy when making air bag was therefore not preferred.In addition, for the venting quality among the JIS-L1096, preferably less than 0.1cc/cm
2/ sec.
To copolyether polyamide of the present invention being coated at least on the single face and when making air bag and using fabric, the design that is used for improving simultaneously this copolyether polyamide of the slippage resistance value of this fabric and tear strength values describes.The resin percentage elongation of copolyether polyamide of the present invention is necessary for more than 1000%, is preferably more than 1500% especially.In addition, the elastic modelling quantity of this copolyether polyamide is necessary for below the 15MPa.In addition, elastic modelling quantity is during less than 0.01MPa, and film-strength descends, and during airbag deployment, exist venting quality to rise or the worry of stitch dislocation, so elastic modelling quantity is preferably more than the 0.01MPa.Resin percentage elongation and elastic modelling quantity by this copolyether polyamide are above-mentioned scope, be coated with the air bag of this copolyether polyamide at single face at least and all reach more than 1.8 times, can obtain required performance with the slippage resistance value of fabric and the tear strength values fabric before with respect to coating.
Be made as more than 1000% by resin percentage elongation, this copolyether polyamide be coated on the venting quality of fabric under 100kPa pressure reduction that single face at least forms become 1.0L/cm copolyether polyamide of the present invention
2Below/the min, can satisfy this copolyether polyamide of coating and occupant restraint performance when making air bag.The preferred higher value of the percentage elongation of this copolyether polyamide is not provided with the upper limit especially, is just no problem below 10000%.
The number-average molecular weight of the polyether diamine compound of above-mentioned (Chemical formula 1) preferably is in 700~1200 scope.More preferably 800~1100 scope, further preferred 900~1000 scope.The ratio with respect to copolyether polyamide total amount of soft segment is preferably the scope of 70~85 quality %.The more preferably scope of 73~83 quality %, the further scope of preferred 77~81 quality %.In addition, the reduced viscosity of this copolyether polyamide is preferably more than 1.3.More preferably more than 1.4, more preferably more than 1.6.The reduced viscosity of this copolyether polyamide is not provided with the upper limit especially, but is fit to below 2.5.
The number-average molecular weight of the polyether diamine compound of above-mentioned by making (Chemical formula 1), soft segment be above-mentioned scope with respect to the ratio of copolyether polyamide total amount and the reduced viscosity of this copolyether polyamide, this copolyether polyamide is all reached more than 1.8 times with respect to the fabric before being coated with in air bag that the coating of single face at least forms slippage resistance value and the tear strength values with fabric, can obtain required performance.
The fusing point of copolyether polyamide of the present invention is preferably 120~180 ℃ scope.More preferably 125~160 ℃ scope, more preferably 130~145 ℃ scope.The air bag that is coated with this copolyether polyamide at single face at least is with in the fabric, and in order to improve heat-resistant aging, preferably the fusing point with this copolyether polyamide is set at more than 120 ℃.In addition, in order to improve the water-soluble of this copolyether polyamide, preferably fusing point is set at below 150 ℃.
Air bag on copolyether polyamide of the present invention being coated on single face at least is for fabric, and the dried quality optimization of copolyether polyamide is 0.1~15g/m
2, 1.0~10g/m more preferably
2, 1.0~5.0g/m more preferably
2So-called dried quality is meant from the coating that records according to JIS L10968.4.2 and dried air bag with the quality of fabric, deducts equally the quality of the fabric before the coating that records according to JIS L10968.4.2 and the value of trying to achieve.This value compares 0.1g/m
2After a little while, becoming is difficult to reach venting quality thereby not preferred, and this value compares 15g/m
2For a long time, be easy to damage flexibility, cost also rises, thereby not preferred.Need to prove that in the present invention, the fabric before the so-called coating is meant the fabric stage, that finished the operation except that the coating of resin before will application of resin, and is common, mostly is the fabric of having implemented based on heat treated contraction processing, thermosetting etc.
Copolyether polyamide among the present invention preferably the dicarboxylic acid compound of the polyether diamine compound of above-mentioned (Chemical formula 1), above-mentioned (Chemical formula 2) and polyamide are formed property monomer [that is the lactam compound of the amino carboxylic acid compounds of above-mentioned (chemical formula 3) and/or above-mentioned (chemical formula 4) ,] polymerization and the copolyether polyamide.
In copolyether polyamide of the present invention, preferably polyether diamine compound, dicarboxylic acid compound and polyamide are formed the terminal amino group that is comprised in the property monomer and be set at terminal carboxylic acid or carboxyl and roughly wait mole such ratio.
Particularly an end at polyamide formation property monomer is under amino, another terminal situation for carboxylic acid or carboxyl, for polyether diamine compound and dicarboxylic acid compound, preferably the amino of polyether diamine compound and the carboxyl of dicarboxylic acid compound are set at the ratio that roughly waits mole such.
As the polyether diamine compound of above-mentioned (Chemical formula 1), can enumerate polyoxyethylene, 1,2-polyoxypropylene, 1, the amino modified body of 3-polyoxypropylene and their copolymer etc.In above-mentioned (Chemical formula 1), R also represents multiple alkylidene sometimes.N represents 13~26 numerical value.
As the polyether diamine compound of above-mentioned (Chemical formula 1), the polyether diamine compound of preferably above-mentioned (chemical formula 5).Concrete example as the polyether diamine compound of above-mentioned (chemical formula 5) can use the Jeffamine ED900 (in (chemical formula 5), (x+z) be approximately 6.0, y is approximately 12.5) of U.S. HUNTSMAN corporate system etc.
In the polyether diamine compound of above-mentioned (chemical formula 5), y is preferably 9.2~19.4, more preferably 11.0~16.7, more preferably 12.5~14.4.In addition, (x+z) be preferably 3.8~6.0, more preferably 5.0~6.0, more preferably 5.5~6.0.
As the dicarboxylic acid compound of above-mentioned (Chemical formula 2), can use at least a dicarboxylic acids that is selected from aliphatic, the alicyclic and aromatic dicarboxylic acid or their derivative.
In the dicarboxylic acid compound of above-mentioned (Chemical formula 2), R
1Be preferably the hydrocarbon molecule chain of carbon number 1~20 or the alkylidene of carbon number 1~20, the alkylidene of the hydrocarbon molecule chain of carbon number 1~15 or carbon number 1~15 more preferably, more preferably the alkylidene of the hydrocarbon molecule chain of carbon number 2~12 or carbon number 2~12 is preferably the hydrocarbon molecule chain of carbon number 4~10 or the alkylidene of carbon number 4~10 especially.
As the concrete example of this dicarboxylic acid compound, can enumerate: the straight chain aliphatic dicarboxylic acid of carbon numbers 2~25 such as ethanedioic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, decanedioic acid, dodecanedioic acid; Maybe will utilize the dimerization aliphatic dicarboxylic acid (dimeric dibasic acid) of the carbon number 14~48 that the unrighted acid dimerization of the fractionation gained of triglycerides forms and the hydride aliphatic dicarboxylic acids such as (hydrogenated dimer acids) of these dimeric dibasic acids; 1, aromatic dicarboxylic acid such as alicyclic dicarboxylic acid such as 4-cyclohexyl dicarboxylic acid and terephthalic acid (TPA), M-phthalic acid.As dimeric dibasic acid and hydrogenation dimeric dibasic acid, can use favourable Keimar Corp. system trade name " Pripol 1004 ", " Pripol 1006 ", " Pripol1009 ", " Pripol 1013 " etc.
Below, the amino carboxylic acid compounds of above-mentioned (chemical formula 3) and the lactam compound of above-mentioned (chemical formula 4) are described.
In the amino carboxylic acid compounds of above-mentioned (chemical formula 3), R
2Be preferably the hydrocarbon molecule chain of carbon number 2~20 or the alkylidene of carbon number 2~20, the alkylidene of the hydrocarbon molecule chain of carbon number 3~18 or carbon number 3~18 more preferably, more preferably the alkylidene of the hydrocarbon molecule chain of carbon number 4~15 or carbon number 4~15 is preferably the hydrocarbon molecule chain of carbon number 4~10 or the alkylidene of carbon number 4~10 especially.
In the lactam compound of above-mentioned (chemical formula 4), R
3Be preferably the hydrocarbon molecule chain of carbon number 3~20 or the alkylidene of carbon number 3~20, the alkylidene of the hydrocarbon molecule chain of carbon number 3~18 or carbon number 3~18 more preferably, more preferably the alkylidene of the hydrocarbon molecule chain of carbon number 4~15 or carbon number 4~15 is preferably the hydrocarbon molecule chain of carbon number 4~10 or the alkylidene of carbon number 4~10 especially.
As this amino carboxylic acid compounds and this lactam compound, can use omega-amino-carboxylic acid, lactam or from by at least a aliphatic, the alicyclic and/or aromatic polyamide formation property monomer of selecting synthetic compound of diamines and dicarboxylic acids and their salt of comprising.
In the compound and their salt that synthesize by diamines and dicarboxylic acids, as diamines, can enumerate aliphatic diamine, ester ring type diamines and aromatic diamine or be selected from least a diamine compound in the derivative of these diamines etc., as dicarboxylic acids, can enumerate aliphatic dicarboxylic acid, ester ring type dicarboxylic acids and aromatic dicarboxylic acid or be selected from least a dicarboxylic acid compound in the derivative of these dicarboxylic acids etc.
The mol ratio of diamines and dicarboxylic acids (diamines/dicarboxylic acids) is preferably 0.9~1.1 scope, more preferably 0.93~1.07 scope, 0.95~1.05 scope and be preferably 0.97~1.03 scope especially more preferably.When it broke away from this scope, becoming sometimes was difficult to improve molecular weight.
As the concrete example of omega-amino-carboxylic acid, can enumerate the aliphatic omega-amino-carboxylic acid of carbon numbers 5~20 such as 6-Aminocaproic Acid, 7-aminoheptylic acid, 8-aminocaprylic acid, the amino capric acid of 10-, the amino hendecanoic acid of 11-, 12 amino dodecanoic acid etc.
As the concrete example of lactam, can enumerate the aliphatic lactam of carbon numbers 5~20 such as epsilon-caprolactams, ω-oenantholcatam, ω-11 lactam, omega-lauric lactam, 2-Pyrrolidone etc.
In the compound and their salt that synthesize by diamines and dicarboxylic acids, concrete example as diamines, can enumerate ethylenediamine, propane diamine, butanediamine, hexamethylene diamine, heptamethylene diamine, octamethylenediamine, nonamethylene diamine, decamethylene diamine, hendecane diamines, dodecane diamines, 2,2,4-trimethyl hexamethylene diamine, 2,4, the diamine compounds such as aliphatic diamine of carbon numbers 2~20 such as 4-trimethyl hexamethylene diamine, 3-methyl heptamethylene diamine.
As the concrete example of dicarboxylic acids, can enumerate: the dicarboxylic acid compounds such as aliphatic dicarboxylic acid of the carbon number 2~20 of ethanedioic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, decanedioic acid, dodecanedioic acid and so on.
The manufacturing of copolyether polyamide of the present invention can utilize known condensation reaction to make.
In the manufacturing of copolyether polyamide, can add phosphate cpds such as phosphoric acid, pyrophosphoric acid, polyphosphoric acid as required; Phosphinic compounds such as dimethyl phosphinic acids, phenyl methyl phosphinic acids, hypophosphorous acid, sodium hypophosphite, hypophosphorous acid ethyl ester; Phosphonous compounds such as phenyl-phosphonite, phenyl-phosphonite sodium, phenyl-phosphonite ethyl ester; Phosphinic acid compounds such as phenyl-phosphonic acid, ethylphosphonic acid, phenyl-phosphonic acid sodium, phenyl-phosphonic acid diethylester, ethylphosphonic acid sodium; Phosphorons acid compounds such as phosphorous acid, hydrogen phosphite sodium, sodium phosphite, triethyl phosphite, triphenyl phosphite, pyrophosphorous acid etc. are as catalyst.
Copolyether polyamide of the present invention can cooperate various additives to obtain composition according to purpose in the scope that does not hinder its characteristic.As additive, can add the antioxidant that known hindered phenol is, sulphur is, phosphorus is, amine is; Light stabilizers such as hindered amine system, triazole system, benzophenone series, benzoic ether system, nickel system, salicylic acid system; Antistatic agent, lubricant, the peroxide equimolecular is adjusted agent, the epoxy based compound, the isocyanates based compound, carbodiimide based compound etc. has the compound of reactive group, the metal inerting agent, the nucleating agent of organic and inorganic system, neutralizer, antiacid, anti-microbial inoculum, fluorescent whitening agent, filler, fire retardant, flame retardant, heat-resistant agent, ultra-violet absorber, lubricant, tackifier, the sealing modifying agent, antifoggant, releasing agent, plasticizer, dyestuff, spices, reinforcing material, pigment of organic and inorganic system etc.
As the hindered phenol that can cooperate in the present invention is antioxidant; but illustration for example: 3; 5-di-t-butyl-4-hydroxyl-toluene; n-octadecane base-β-(4 '-hydroxyl-3 '; 5 '-di-tert-butyl-phenyl) propionic ester; four [methylene-3-(3 '; 5 '-di-t-butyl-4 '-hydroxy phenyl) propionic ester] methane; 1; 3; 5-trimethyl-2; 4; 6-three (3; the 5-di-tert-butyl-4-hydroxyl benzyl) benzene; (3; 5-di-t-butyl-4-hydroxyl-benzyl-single ethyl-phosphonate ester) calcium salt; triethylene glycol-two [3-(the 3-tert-butyl group-5-methyl-4-hydroxy phenyl) propionic ester]; [3-(3 for pentaerythrite-four; 5-di-tert-butyl amido)-1; 3; the 5-triazine; 3; 9-two [1; 1-dimethyl-2-{ β-(3-tertiary butyl-4-hydroxy-5-aminomethyl phenyl) propionyloxy } ethyl] 2; 4; 8; 10-four oxaspiros [5; 5] hendecane; two [3; two (4 '-hydroxyl-3 '-tert-butyl-phenyl) butyric acid of 3-] diol ester; trisphenol; 2; 2 '-ethidine two (4, the 6-DI-tert-butylphenol compounds); N, [3-(3 for N '-two; the 5-di-tert-butyl-hydroxy phenyl) propiono] hydrazine; 2; 2 '-oxamides two [ethyl-3-(3, the 5-di-tert-butyl-hydroxy phenyl) propionic ester]; 1,1; 3-three (3 '; 5 '-di-t-butyl-4 '-hydroxybenzyl)-and guanamine, 4,6 (1H; 3H; 5H)-triketone; 1,3,5-three (the 4-tert-butyl group-3-hydroxyl-2; the 6-dimethyl benzyl) isocyanuric acid ester; 3; 5-di-t-butyl-4-hydroxyl hydrocinnamic acid three esters and 1,3,5-three (2-hydroxyethyl)-guanamine; 4; 6 (1H, 3H, bonds 5H); N; N '-hexa-methylene two (3; 5-di-t-butyl-4-hydroxyl-hydrocinnamamide); 3,9-pair [2-{3-(3-tertiary butyl-4-hydroxy-5-aminomethyl phenyl) propionyloxy }-1, the 1-dimethyl ethyl]-2; 4; 8,10-four oxaspiros [5,5] hendecane etc.
As the sulphur that can cooperate in the present invention is antioxidant; for example can illustrate: dilauryl-3; 3 '-thiodipropionate, myristyl-3; 3 '-thiodipropionate, distearyl acyl group-3; 3 '-thiodipropionate, lauryl stearyl-3,3 '-thiodipropionate, dilauryl thiodipropionate, two (octadecyl) thioether, pentaerythrite-four (β-lauryl-thiopropionate) etc.
As the phosphorous antioxidant that can cooperate in the present invention, for example can illustrate: tricresyl phosphite (mixes, list and two Noryl phenyl) ester, tricresyl phosphite (2, the 3-di-tert-butyl-phenyl) ester, phosphorous acid 4,4 '-Ding pitches base-two (3-methyl-6-tert butyl phenyl-two-tridecyl) ester, phosphorous acid 1,1,3-three (2-methyl-4-double tridecyl ester-5-tert-butyl-phenyl) butane, tricresyl phosphite (2, the 4-di-tert-butyl-phenyl) ester, diphosphorous acid two (2, the 4-di-tert-butyl-phenyl) pentaerythritol ester, four (2, the 4-di-tert-butyl-phenyl)-4,4 '-xenyl phosphite ester, diphosphorous acid two (2,6-di-t-butyl-4-aminomethyl phenyl) pentaerythritol ester, four (2, the 4-di-tert-butyl-phenyl) 4,4 '-xenyl bis-phosphite, the tricresyl phosphite phenylester, phosphorous acid diphenyl decyl ester, the tricresyl phosphite decyl ester, tricresyl phosphite octyl group ester, tricresyl phosphite (dodecyl) ester, tricresyl phosphite (octadecyl) ester, Wytox 312, three sulfo-tricresyl phosphite (dodecyl) esters etc.
As the amine that can cooperate in the present invention is antioxidant, for example can illustrate: N, the N-diphenyl ethylene diamine, N, N-diphenyl ethanamidine, N, the N-amitraz diphenylurea, the N-Phenylpiperidine, dibenzyl-ethylenediamin, triethanolamine, phenothiazine, N, N '-two sec-butyls-p-phenylenediamine (PPD), 4,4 '-tetramethyl-diaminodiphenyl-methane, P, P '-dioctyl-diphenylamines, N, N '-two (1,4-dimethyl-amyl group)-p-phenylenediamine (PPD), PA, Phenyl beta naphthylamine, amine and derivatives thereof such as 4,4 '-two (4-α, alpha-alpha-dimethyl-benzyl) diphenylamines, the reaction product of amine and aldehyde, the reaction product of amine and ketone etc.
As the hindered amine that can cooperate in the present invention is light stabilizer, for example can illustrate: dimethyl succinate and 1-(2-ethoxy)-4-hydroxyl-2,2,6, the condensation polymer of 6-tetramethyl piperazine; Poly-[[6-(1,1,3, the 3-tetrabutyl) imido grpup-1,3,5-triazine-2,4-two bases] hexa-methylene [(2,2,6,6-tetramethyl-4-piperidyl) imido grpup]], the 2-n-butylmalonic acid two (1,2,2,6,6-pentamethyl-4-piperidyl) ester, four (2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butane tetracarboxylic acid esters, two (2,2,6,6-tetramethyl-4-piperidyl) sebacate, N, N '-two (2,2,6,6-tetramethyl-4-piperidyl) hexamethylene diamine and 1, the condensation polymer of 2-Bromofume; Poly-[(N, N '-two (2,2,6,6-tetramethyl-4-piperidyl) hexamethylene diamine)-(4-morpholinyl-1,3,5-triazine-2,6-two bases)-two (3,3,5,5-tetramethyl piperazine ketone)], three (2,2,6,6-tetramethyl-4-piperidyl)-dodecyl-1,2,3,4-butane tetracarboxylic acid esters, three (1,2,2,6,6-pentamethyl-4-piperidyl)-dodecyl-1,2,3,4-butane tetracarboxylic acid esters, two (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, 1,6,11-three [{ 4,6-is two, and (N-butyl-N-(1,2,2,6,6-pentamethyl piperidin-4-yl) amino-1,3,5-triazine-2-yl) amino } hendecane, 1-[2-(3, the 5-di-tert-butyl-hydroxy phenyl) propionyloxy]-2,2,6, the 6-tetramethyl piperidine, 8-benzyl-7,7,9,9-tetramethyl-3-octyl group-1,3,8-thriazaspiro [4,5] hendecane-2, the 4-diketone, 4-benzoyloxy-2,2,6, the 6-tetramethyl piperidine, N, N '-two (3-aminopropyl) ethylenediamine-2, the two [N-butyl-N-(1,2 of 4-, 2,6,6-pentamethyl-4-piperidyl) amino]-6-chloro-1,3,5-triazine condensation product etc.
As the benzophenone series that can cooperate in the present invention, benzotriazole system, triazole system, nickel system, the light stabilizer of salicylic acid system, can enumerate: 2,2 '-dihydroxy-4-methoxy benzophenone, Octabenzone, salicylic acid is to the tert-butyl-phenyl ester, 2,4-di-tert-butyl-phenyl-3,5-di-tert-butyl-4-hydroxybenzoic acid ester, 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, 2-(2 '-hydroxyl-3 ', 5 '-two tertiary pentyls-phenyl) benzotriazole, 2-[2 '-hydroxyl-3 ', 5 '-two (α, the α-Er Jiajibianji phenyl) benzotriazole, 2-(2 '-hydroxyl-the 3 '-tert-butyl group-5 '-aminomethyl phenyl)-5-chlorobenzotriazole, 2-(2 '-hydroxyl-3 ', 5 '-di-tert-butyl-phenyl)-the 5-chlorobenzotriazole, 2, two [5 '-tert-butyl group benzo oxazolyl-(2)]-thiophene of 5-, two (3,5-di-tert-butyl-4-hydroxyl benzyl mono phosphoric acid ester ethyl ester) nickel salt, the mixture of 2-ethyoxyl-5-tert-butyl group-2 '-ethyl ethanedioic acid-two anilids of 85~90% and the 2-ethyoxyl-5-tert-butyl group-2 '-ethyl-4 '-tert-butyl group ethanedioic acid-two anilids of 10~15%, 2-[2-hydroxyl-3, two (the α of 5-, α-Er Jiajibianji) phenyl]-the 2H-benzotriazole, the two anilids of 2-ethyoxyl-2 '-ethyl ethanedioic acid, 2-[2 '-hydroxyl-5 '-methyl-3 '-(3 "; 4 "; 5 ", 6 "-tetrahydric phthalimide-methyl) phenyl] benzotriazole; two (5-benzoyl-4-hydroxyl-2-methoxyphenyl) methane; 2-(2 '-hydroxyl-5 '-uncle's octyl phenyl) benzotriazole; the different octyloxy benzophenone of 2-hydroxyl-4-; 2-hydroxyl-4-dodecyloxy benzophenone; 2-hydroxyl-4-octadecane oxygen base benzophenone, phenyl salicytate etc.
As the lubricant that can cooperate in the present invention, can enumerate hydrocarbon system, fatty acid series, fatty acid amide system, ester system, alcohol system, metallic soap system, native paraffin system, silicone-based, fluorine based compound etc.Can enumerate Liquid Paraffin particularly, synthetic paraffin, synthetic hard paraffin, synthetic different alkane petroleum hydrocarbon, chlorinated paraffin wax, solid paraffin, microwax, the oligomerization polyethylene, fluorocarbon oil, the laurate of carbon number more than 12, myristic acid, palmitic acid, stearic acid, arachidic acid, fatty acid cpds such as mountain Yu acid, caproamide, caprylamide, stearic amide, palmitamide, oleamide, erucyl amide, the ethylenebis stearic amide, lauric amide, mountain Yu acid acid amides, the di-2-ethylhexylphosphine oxide stearic amide, saturated or the unsaturated aliphatic acid amides and the derivative thereof of carbon numbers 3~30 such as ricinoleic acid acid amides, the low-carbon-ester of aliphatic acid, the polyol ester of aliphatic acid, the polyglycols ester of aliphatic acid, the butyl stearate that the aliphatic alcohol ester of aliphatic acid is such, solidify castor oil, ethylene glycol monostearate etc., cetanol, Solsperse 2000, ethylene glycol, the polyethylene glycol of molecular weight more than 200~10000, polyglycerol, Brazil wax, candelilla wax, montan wax, dimethyl silscone, silicon rubber, lubricants such as tetrafluoroethylene.In addition, can enumerate comprise have linear saturated fatty acids, metallic soap that the metal in the slaine of the compound of side-chain acid, ricinoleic acid is selected from Li, Mg, Ca, Sr, Ba, Zn, Cd, Al, Sn, Pb.
As the filler that can cooperate in the present invention, can enumerate: magnesia, aluminium oxide, silica, calcium oxide, titanium oxide (rutile-type, anatase type), chromium oxide (trivalent), iron oxide, zinc oxide, silica, diatomite, alumina fibre, antimony oxide, the barium ferrite, the strontium ferrite, beryllium oxide, pumice, oxides such as pumice ball, magnesium hydroxide, aluminium hydroxide, basic species or hydroxide such as basic magnesium carbonate, or magnesium carbonate, calcium carbonate, brium carbonate, ammonium carbonate, calcium sulfite, dolomite, carbonate such as dawsonite, or calcium sulfate, barium sulfate, ammonium sulfate, calcium sulfite, basic magnesium sulfate etc. (Asia) sulfate, or sodium metasilicate, magnesium silicate, alumina silicate, potassium silicate, calcium silicates, talcum, clay, mica, asbestos, glass fibre, montmorillonite, glass marble, bead, silicate such as bentonite, or kaolin (potter's clay), perlite, iron powder, copper powder, lead powder, aluminium powder, tungsten powder, molybdenum sulfide, carbon black, boron fibre, silicon carbide fibre, brass fiber, potassium titanate, lead zirconate titanate, Firebrake ZB, aluminium borate, methyl-boric acid barium, line borate, Boratex etc.
As the flame retardant that can cooperate in the present invention, can enumerate antimony trioxide, four antimony oxides, antimony pentaoxide, sodium pyroantimonate, tin ash, methyl-boric acid zinc, aluminium hydroxide, magnesium hydroxide, zirconia, molybdenum oxide, red phosphorus based compound, polyphosphoric acid ammonium salt, melamine cyanurate, tetrafluoroethylene etc.
As the compound with triazine radical that can cooperate in the present invention and/or its derivative, can enumerate melamine, melamine cyanurate, phosphoric acid melamine, Guanidine Sulfamate 99 etc.
As the inorganic of the phosphorus compound that can cooperate in the present invention is phosphorus compound, can enumerate red phosphorus based compound, polyphosphoric acid ammonium salt etc.As the red phosphorus based compound, can enumerate complex chemical compound that coating resin forms on red phosphorus material and aluminium forms etc.As the organic system phosphorus compound, can enumerate phosphate, phosphoric acid melamine etc.As phosphate, from hydrolysis, heat endurance, the anti-flammability aspect is considered, preferably phosphoric acid ester class, phosphonic acid ester, the tricresyl phosphate methyl ester of phosphinic acid ester, the tricresyl phosphate ethyl ester, the tricresyl phosphate butyl ester, tricresyl phosphate octyl group ester, tricresyl phosphite octyl group ester, three butoxyethyl group phosphates, the octyl group diphenyl phosphoester, lindol, the tolyl diphenyl phosphoester, Triphenyl phosphate, three xylyl phosphates, triisopropyl phenyl phosphate, diethyl-N, two (2-hydroxyethyl) the aminomethylphosphonic acid esters of N-, two (1,3-phenylene diphenyl) phosphate, 1 of aromatic condensation phosphate, 3-(two (2, the 6-dimethyl phenoxy) benzene phosphenyl oxygen base), 1,4-(two (2, the 6-dimethyl phenoxy) phosphenyl oxygen base) benzene etc.
In the present invention, be coated with the synthetic fiber of the fabric of copolyether polyamide as formation, do not limit material especially, but can use the fatty polyamide fiber of nylon 66, nylon 6, nylon 46, nylon 12 etc. especially, polyester fibers such as the aromatic polyamide fibre of aromatic polyamides (aramid) fiber and so on, polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate.Other can enumerate Wholly aromatic polyester fiber, superhigh molecular weight polyethylene fibers, polyparaphenylene Ben Bing Er oxazole fiber (pbo fiber), polyphenylene sulfide fibre, polyether ketone fiber etc.But, if consider economy, then special preferred polyester fiber, polyamide fiber.In addition, these fibers a part of or all can be the material that obtains by the raw material that utilize again.In addition, in these synthetic fiber,, can contain various additives in order to improve the operation trafficability characteristic in raw yarn manufacturing process or the back manufacturing procedure.For example, antioxidant, heat stabilizer, smooth agent, antistatic agent, thickener, fire retardant etc.In addition, these synthetic fiber can be the fibers that former tinted yarn or system yarn poststaining form.In addition, the section of single thread is common round section, in addition also can be the section of special-shaped section and so on.From fracture strength, the viewpoint of elongation at break etc. the preferred synthetic fiber that set out use with the form of multiply yarn and weave.
In the present invention, the weaving method of the fabric of coating copolyether polyamide is not particularly limited, and when still considering the uniformity of fabric rerum natura, is advisable with plain weave.For the yarn that uses, warp thread, weft yarn can not be single, for example the kind difference of rugosity, yarn radical, fiber also can, but if consider recovery, then the kind of preferred polymers is a kind of.Loom is not limited to air-jet loom, Rapier looms, water jet looms etc. especially.As fabric, the coverage coefficient shown in the preferred formula 1 is 1500-2500.Less than 1500 o'clock, venting quality rose, and air bag is made the stitch dislocation increase of portion in addition, and is therefore not preferred.When bigger than 2500, rigidity improves, and taking in property variation is therefore not preferred.1800-2300 more preferably.
Coverage coefficient
=(warp thread fiber number (dtex) * 0.9)
1/2* warp count (root/2.54cm)+(weft yarn fiber number (dtex) * 0.9)
1/2* weft count (root/2.54cm) ... (formula 1)
Method for the coating of the copolyether polyamide among the present invention is not particularly limited, and can use known method, but considers as if the fabric softness aspect after cost aspect, coating, preferably uses the scraper coating.
Copolyether polyamide among the present invention, because high and have a high elongation rate with the bonding force of base cloth, therefore also can and make air bag forms the air bag of bag shape with base cloth the hole-blocking agent (sealant), the bonding agent that roughly overlap the position that base cloth makes each other as coincidence to air bag.
Embodiment
Below, enumerate embodiment and comparative example is described more specifically the present invention, but the present invention is not limited to these embodiment.Characteristic shown in embodiment and the comparative example is measured by following method.
1. reduced viscosity (η sp/c)
The about 0.05g of copolyether polyamide is dissolved in phenol/tetrachloroethanes mixed solvent (weight ratio: 6/4), use Ostwald viscosimeter (Ostwald viscometer) under 30 ℃ of conditions, to measure the sample solution of gained of 25mL.
2. terminal amino group concentration ([NH
2]; Unit is eq/ton)
The about 0.6g of copolyether polyamide is dissolved in phenol/alcohol mixed solvent (Capacity Ratio: 4/1) of 50mL, distilled water/alcohol mixed solvent (the Capacity Ratio: 3/2) that adds 20mL again, in the sample solution of gained, add methyl orange, come titration with N/10 hydrochloric acid as indicator.
3. end carboxy concentration ([COOH]; Unit is eq/ton)
With the about 0.2g of copolyether polyamide heating for dissolving in the benzyl alcohol of 10mL, add the chloroform of 10mL again, in the sample solution of gained, add phenolphthalein as indicator, utilize N/25 potassium hydroxide-ethanol solution to carry out titration.
4. number-average molecular weight (Mn)
Number-average molecular weight (Mn) is used terminal amino group concentration ([NH
2]) and end carboxy concentration ([COOH]) try to achieve by (formula 2).
Number-average molecular weight (Mn)=2 * 1000000 ÷ (terminal amino group concentration [NH
2]+end carboxy concentration [COOH]) ... (formula 2)
5. fusing point (Tm) and glass transition temperature (Tg)
Use TA Instruments Japan (strain) system differential scanning calorimeter DSC-Q100 under blanket of nitrogen, to measure Tm and Tg.Heat up (be called first and heat up) from room temperature to 220 ℃ speed with 10 ℃/min, 220 ℃ keep 3 minutes after, speed with 10 ℃/min is cooled to-80 ℃ (being called cooling first), and then the speed with 10 ℃/min is warming up to 220 ℃ (being called secondary temperature elevation).The endothermic peak temperature that heats up first of the DSC collection of illustrative plates of gained as Tm, is calculated Tg from glass transition point simultaneously.
6. form
Copolyether polyamide 15mg is dissolved in for formic acid at deuterium, use BRUKER system AVANCE500 fourier transform NMR device, by obtain the composition of each composition at the proton N MR of room temperature measuring spectrogram.
7. resin percentage elongation
The copolyether polyamide is made the aqueous resin of solid constituent 20%, this aqueous resin is poured in the frame of making of Teflon (registration mark) sheet, through 2 days, the tunicle of the same thickness of the about 1mm of thickness was made in air dry.The tunicle of gained is cut to rectangle (width 10mm, the about 50mm of length), utilizes cupping machine under clamp spacing 10mm, draw speed 10mm/min condition, to carry out tension test, the percentage elongation when measuring fracture.
8. resin elastic modelling quantity (Young's modulus)
The copolyether polyamide is made the aqueous resin of solid constituent 20%, this aqueous resin is poured in the frame of making of Teflon (registration mark) sheet, through 2 days, the tunicle of the same thickness of the about 1mm of thickness was made in air dry.The tunicle of gained is cut to rectangle (width 10mm, the about 50mm of length), utilizes cupping machine under clamp spacing 10mm, draw speed 10mm/min condition, to carry out tension test, measure elastic modelling quantity (Young's modulus).
9. air permeability
Use high pressure densometer (OEM system house system) to be determined at the air permeability under the 100kPa pressure.
10. slip resistance climbing
Measure according to ASTM D6479.
The slip resistance climbing is tried to achieve by (formula 3).
Slip resistance climbing (doubly)=(coating retrolisthesis resistance warp+coating retrolisthesis resistance latitude) ÷ (the preceding slip resistance latitude of slip resistance warp+coating before the coating) ... (formula 3)
11. tearing strength climbing
Measure according to JIS L10968.15.2 median load.
The tearing strength climbing is tried to achieve by (formula 4).
Tearing strength climbing (doubly)=(coating back tearing strength through+coating back tearing strength latitude) ÷ (the preceding tearing strength latitude of tearing strength warp+coating before being coated with) ... (formula 4)
(embodiment 1)
In the reaction vessel of the about 5L of volume that possesses mixer, attemperator, pressure gauge, nitrogen inlet, condensation water outlet and pressure regulation device, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system, total amine: 2.16meq/g) 1005.45g, adipic acid (AA) 158.68g, epsilon-caprolactams (ε-CL) 375.00g and phosphate aqueous solution (63.2g/L) 22.5mL, to fully replace with nitrogen in the container, 0.5 hour time spent was warming up to 230 ℃, and then carried out polymerization in 4.0 hours at 230 ℃.Then, under reduced pressure, carry out 1.5 hours polymerization, obtain polymer thus.Then, keep 230 ℃ constant, will reduce pressure in the container by 1.0 hours pressure regulation device times spent, and then carry out polymerization in 0.5 hour at 230 ℃, obtain polymer.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 2)
In the reaction vessel of the about 500mL of volume that possesses mixer, attemperator, nitrogen inlet and condensation water outlet, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system, total amine: 2.16meq/g) 134.06g, adipic acid (AA) 21.16g, 6-aminocaprolc acid (6-AHA) 57.96g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, 0.5 hour time spent was warming up to 230 ℃ on one side to divide supply nitrogen with flow velocity 150mL/ on one side, and then, obtain polymer 230 ℃ of polymerizations of carrying out 8.5 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 3)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED600 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 3.21meq/g) 101.89g, polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system, total amine: 2.16meq/g) 32.17g, adipic acid (AA) 28.98g, epsilon-caprolactams (ε-CL) 50.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 8.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 4)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 116.36g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 8.76g, adipic acid (AA) 19.00g, epsilon-caprolactams (ε-CL) 60.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 8.5 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 5)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 112.61g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 21.45g, adipic acid (AA) 19.34g, epsilon-caprolactams (ε-CL) 50.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further carry out polymerization in 8.0 hours, obtain polymer at 230 ℃.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 6)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 85.98g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 30.21g, adipic acid (AA) 15.78g, epsilon-caprolactams (ε-CL) 70.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, and then, obtain polymer 230 ℃ of polymerizations of carrying out 9.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 7)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 104.50g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 36.71g, adipic acid (AA) 19.17g, epsilon-caprolactams (ε-CL) 42.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 9.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 8)
Possessing mixer, attemperator, pressure gauge, nitrogen inlet, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of condensation water outlet and pressure regulation device, total amine: 2.16meq/g) 134.06g, adipic acid (AA) 21.16g, 6-aminocaprolc acid (6-AHA) 57.96g, hindered phenol is the antioxidant (triethylene glycol of Ciba corporate system-two (3-(the 3-tert-butyl group-5-methyl-4-hydroxy phenyl) propionic ester), Irganox 245) 0.4g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further 230 ℃ of polymerizations of carrying out 2.5 hours.Then, keep 230 ℃, stop the supply of nitrogen, will reduce pressure in the container by 1.0 hours vavuum pump times spent, further, obtain polymer 230 ℃ of polymerizations of carrying out 1.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 9)
Possessing mixer, attemperator, pressure gauge, nitrogen inlet, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of condensation water outlet and pressure regulation device, total amine: 2.16meq/g) 134.06g, adipic acid (AA) 21.16g, 6-aminocaprolc acid (6-AHA) 57.96g, hindered phenol is that ((3-(3 for the pentaerythrite of Ciba corporate system-four for antioxidant, 5-two-t-4-hydroxy phenyl) propionic ester, Irganox1010) 0.4g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further 230 ℃ of polymerizations of carrying out 2.5 hours.Then, keep 230 ℃, stop the supply of nitrogen, utilize 1.0 hours vavuum pump times spent to reduce pressure in the container, further, obtain polymer 230 ℃ of polymerizations of carrying out 1.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 10)
Possessing mixer, attemperator, pressure gauge, nitrogen inlet, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of condensation water outlet and pressure regulation device, total amine: 2.16meq/g) 134.06g, adipic acid (AA) 21.16g, 6-aminocaprolc acid (6-AHA) 57.96g, hindered phenol is the antioxidant (N of Ciba corporate system, N '-hexa-methylene two (3,5-two-tertiary butyl-4-hydroxy-hydrocinnamamide), Irganox1098) 0.4g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further 230 ℃ of polymerizations of carrying out 2.5 hours.Then, keep 230 ℃, stop the supply of nitrogen, utilize 1.0 hours vavuum pump times spent to reduce pressure in the container, further, obtain polymer 230 ℃ of polymerizations of carrying out 1.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 11)
Possessing mixer, attemperator, pressure gauge, nitrogen inlet, add polyether diamine (the Jeffamine ED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of condensation water outlet and pressure regulation device, total amine: 2.16meq/g) 134.06g, adipic acid (AA) 21.16g, 6-aminocaprolc acid (6-AHA) 57.96g, hindered phenol is antioxidant (1 of a Ciba corporate system, 3,5-trimethyl-2,4,6-three (3,5-two-tertiary butyl-4-hydroxy benzyl) benzene, Irganox1330) 0.4g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further 230 ℃ of polymerizations of carrying out 2.5 hours.Then, keep 230 ℃, stop the supply of nitrogen, utilize 1.0 hours vavuum pump times spent to reduce pressure in the container, further, obtain polymer 230 ℃ of polymerizations of carrying out 1.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 1.
(embodiment 12~22)
The polymer of embodiment 1~11 is offered embodiment 12~22 respectively.The polymer of embodiment 1~11 is made the aqueous resin of solid constituent 20%, this aqueous resin is added the carboxymethyl cellulose of 1wt%, viscosity is adjusted into 25dPas (utilizing RION corporate system viscosimeter VT-04F to measure).In addition, be 400dtex with total fiber number, 108 polyamide 66 fiber utilization water jet looms utilizes boiling water to shrink processing after weaving in the plain weave mode, finishes drying at 110 ℃, obtains through 63/2.54cm of density the fabric of 61/2.54cm of weft density.On this fabric, utilize the scraper rubbing method to be coated with this aqueous resin, dried amount of resin is made as 4g/m
2And obtain fabric, estimate the characteristic of this fabric and shown in the table 2.
(comparative example 1)
Possessing mixer, attemperator, pressure gauge, nitrogen inlet, add polyether diamine (the Jeffamine ED600 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of condensation water outlet and pressure regulation device, total amine: 3.21meq/g) 110.48g, adipic acid (AA) 25.91g, 6-aminocaprolc acid (6-AHA) 81.15g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further 230 ℃ of polymerizations of carrying out 4.5 hours.Then, keep 230 ℃, stop the supply of nitrogen, utilize 0.5 hour vavuum pump time spent to reduce pressure in the container, further, obtain polymer 230 ℃ of polymerizations of carrying out 2 hours.The polymer of gained be faint yellow, stretch, have caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 3.
(comparative example 2)
In the reaction vessel of the about 500mL of volume that possesses mixer, attemperator, nitrogen inlet and condensation water outlet, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system, total amine: 2.16meq/g) 107.25g, adipic acid (AA) 16.93g, 6-aminocaprolc acid (6-AHA) 92.74g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 9.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 3.
(comparative example 3)
In the reaction vessel of the about 500mL of volume that possesses mixer, attemperator, nitrogen inlet and condensation water outlet, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system, total amine: 2.16meq/g) 125.12g, adipic acid (AA) 19.75g, 6-aminocaprolc acid (6-AHA) 69.56g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further carry out polymerization in 3.0 hours, obtain polymer at 230 ℃.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 3.
(comparative example 4)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 141.30g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 10.64g, adipic acid (AA) 23.08g, epsilon-caprolactams (ε-CL) 30.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 8.0 hours.The polymer of gained has caoutchouc elasticity.Estimate the characteristic of the polymer of gained, shown in the table 3.
(comparative example 5)
Possessing mixer, attemperator, add the polyether diamine (JeffamineED900 of HUNTSMAN corporate system in the reaction vessel of the about 500mL of volume of nitrogen inlet and condensation water outlet, total amine: 2.16meq/g) 93.84g, polyether diamine (the Jeffamine ED2003 of HUNTSMAN corporate system, total amine: 1.00meq/g) 40.22g, adipic acid (AA) 17.75g, epsilon-caprolactams (ε-CL) 50.00g and phosphate aqueous solution (63.2g/L) 3mL, to fully replace with nitrogen in the container, divide with flow velocity 150mL/ on one side and supply with nitrogen, 0.5 hour time spent was warming up to 230 ℃ on one side, further, obtain polymer 230 ℃ of polymerizations of carrying out 8.0 hours.The polymer of gained is faint yellow, easy stretching, extension, has caoutchouc elasticity, but fusing point is bimodal, has shown the trend of being separated, the evaluation after therefore having stopped.Estimate the characteristic of the polymer of gained, shown in the table 3.
(comparative example 6~9)
The polymer of comparative example 1~4 is offered comparative example 6~9 respectively.The polymer of comparative example 1~4 is made the aqueous resin of solid constituent 20%, this aqueous resin is added the carboxymethyl cellulose of 1wt%, viscosity is adjusted into 25dPas (utilizing RION corporate system viscosimeter VT-04F to measure).In addition, be after 400dtex, 108 polyamide 66 fiber utilization water jet looms are weaved in the plain weave mode, to utilize boiling water to shrink processing with total fiber number, finish drying at 110 ℃, obtain through 58/2.54cm of density the fabric of 56/2.54cm of weft density.On this fabric, utilize the scraper rubbing method to apply this aqueous resin, dried amount of resin is made as 4g/m
2Obtain fabric, estimate the characteristic of fabric, shown in the table 4.
[table 1]
[table 2]
[table 3]
[table 4]
Utilize possibility on the industry
Copolymerized polyether polyamide resin for coating or impregnation on braid of the present invention, compare slippage impedance and the tearing strength that can further improve impact expansion performance with conventional art, can in the air bag purposes of one of auto-safety mechanism, utilize, very useful to industrial circle.
Claims (10)
1. a copolyether polyamide that is used on braided fabric coating or impregnation is characterized in that the percentage elongation of copolyether polyamide is more than 1000%, and elastic modelling quantity is below the 15MPa.
2. the copolyether polyamide that is used on braided fabric coating or impregnation according to claim 1 is characterized in that, described copolyether polyamide is by soft segment and hard fragment be combined into,
Described soft segment comprises the polyethers polyamide by the dicarboxylic acid compound formation of the polyether diamine compound of following (Chemical formula 1) expression and following (Chemical formula 2) expression, described hard fragment comprises the polyamide by the lactam compound formation of the amino carboxylic acid compounds of following (chemical formula 3) expression and/or following (chemical formula 4) expression
(Chemical formula 1)
Wherein, R represents the alkylidene of the straight or branched of carbon number 2~3, and n represents 13~26 numerical value,
HOOC---R
1---COOH (Chemical formula 2)
Wherein, R
1Expression comprises the connecting group of hydrocarbon chain,
H
2N-R
2---COOH (chemical formula 3)
Wherein, R
2Expression comprises the connecting group of hydrocarbon chain,
Wherein, R
3Expression comprises the connecting group of hydrocarbon chain.
3. the copolyether polyamide that is used on braided fabric coating or impregnation according to claim 2, the polyether diamine compound of described (Chemical formula 1) is following (chemical formula 5) represented polyether diamine compound, the number-average molecular weight of this polyether diamine compound is 700~1200, the amount of employed soft segment is 70~85 quality % with respect to this copolyether polyamide total amount, and the reduced viscosity of this copolyether polyamide is more than 1.3
Wherein, y represents 9.2~19.4 numerical value, (x+z) numerical value of expression 3.8~6.0.
4. according to claim 2 or the 3 described copolyether polyamides that are used on braided fabric coating or impregnation, wherein, the dicarboxylic acid compound of described (Chemical formula 2) is aliphatic dicarboxylic acid or alicyclic dicarboxylic acid.
5. according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in the claim 2~4 each, wherein, the R of described (Chemical formula 2)
1The alkylidene of expression carbon number 1~20.
6. according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in the claim 2~5 each, wherein, the R of described (chemical formula 3)
2The alkylidene of expression carbon number 2~20.
7. according to the described copolyether polyamide that is used on braided fabric coating or impregnation of in the claim 2~6 each, wherein, the R of described (chemical formula 4)
3The alkylidene of expression carbon number 3~20.
8. air bag base cloth, it uses the described copolyether polyamide of on braided fabric coating or impregnation that is used for of in claim 1~7 each as the smears.
9. air bag, it uses the described copolyether polyamide of on braided fabric coating or impregnation that is used for of in claim 1~7 each as sealant.
10. air bag, it uses the described copolyether polyamide of on braided fabric coating or impregnation that is used for of in claim 1~7 each as bonding agent.
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PCT/JP2008/068727 WO2009139087A1 (en) | 2008-05-15 | 2008-10-16 | Interpolyether polyamide resin |
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US (1) | US8541321B2 (en) |
EP (1) | EP2284311B1 (en) |
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WO2009139087A1 (en) | 2009-11-19 |
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US20110014833A1 (en) | 2011-01-20 |
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EP2284311A4 (en) | 2012-04-11 |
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